Wander the white-sand beaches of St. Johns on your Virgin Islands cruise

All Lesser Antilles Deals

Travel made your way ™
Talk with an expert
Build your ideal Caribbean trip. Call 800.344.6118
Start Planning My Trip
Deals Worldwide
Filter (29 Results)
  • Start Date
    Months
    Years
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Lesser Antilles
Learn about Spanish colonial history in Old San Juan
from $6,745
Up to 40%
EXPLORE

Caribbean Yachting Discovery

St John's - San Juan - 8 Day Itinerary aboard Emerald Kaia
  • Discover Basseterre architecture
  • See Iles des Saintes Fort Napoleon
  • Walk Gustavia painted wooden houses
  • Tour Virgin Gorda granite boulders
Starts / Ends
St. John's / San Juan
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Emerald Kaia from Antigua, visiting St. Kitts, Guadeloupe, and Saint-Barthelemy, before exploring the British Virgin Islands' iconic sites. End your journey in San Juan, Puerto Rico, the oldest European settlement in the Americas.
Cruise Details
0
Stroll along the beaches of Puerto Rico
from $9,295
Up to 40%
EXPLORE

Paradise Beaches from the U.S. Virgin Islands to The Bahamas

San Juan - Miami - 10 Day Itinerary aboard Emerald Kaia
  • Tour Grand Turk lighthouse
  • Wander Gordon's Beach
  • Walk Nassau bustling Straw Market
  • Dive San Salvador Island
Starts / Ends
San Juan / Miami
Activities
Local Market Visits
Activity Level
Variable
Set sail on a 10-day Caribbean cruise aboard the Emerald Kaia from San Juan, Puerto Rico, exploring the beautiful Turks and Caicos Islands and vibrant marine life in The Bahamas. Enjoy fresh local seafood and conclude your journey in the lively metropolis of Miami, blending cultural discovery with natural beauty.
Cruise Details
0
Waterfront views and distinct Dutch colonial facades along the vibrant Handelskade in Willemstad, Curacao
from $7,965
OBC $200
EXPLORE

A Colorful Christmas Season

Curacao to Panama - 8 Day Itinerary aboard Sea Cloud Spirit
  • Explore Willemstad, Curacao
  • See colorful Dutch gabled houses
  • Visit San Felipe Fort
  • Transit the Panama Canal
Starts / Ends
Willemstad / Panama City
Activities
Urban Exploration
Activity Level
Variable
Set sail on an 8-day Curacao to Panama cruise aboard Sea Cloud Spirit. Explore colorful Willemstad, discover historic Cartagena, sail through the Panama Canal, and conclude in Panama City.
Cruise Details
0
Tropical waterfall and turquoise pool in lush forest of Dominica
from $7,995
OBC $200
EXPLORE

Caribbean Flair Away from the Everyday

St. Maarten Roundtrip - 9 Day Itinerary aboard Sea Cloud Spirit
  • Visit historic Saint-Pierre ruins
  • Watch the crew hoist the sails
  • Snorkel the clear Tobago Cays
  • Explore St. Lucia's twin Pitons
  • Wander through Charlestown, Nevis
Starts / Ends
Philipsburg / Philipsburg
Activities
Village Visits
Activity Level
Variable
Embark on a 9-day Caribbean cruise aboard the Sea Cloud Spirit. You depart from St. Maarten and visit Martinique, the Tobago Cays, St. Lucia, Dominica, and Nevis, then explore historic ruins, volcanoes, and reefs.
Cruise Details
0
St. George's harbor in Grenada, where historic cannons overlook scenic ocean views and colorful hillside estates
from $7,995
OBC $200
EXPLORE

More Time for Island Dreams

St. Maarten Roundtrip - 9 Day Itinerary aboard Sea Cloud Spirit
  • Discover Terre-de-Haut
  • Snorkel Tobago Cays
  • Discover Grenada’s spices
  • Spot flamingos in Bonaire
  • Explore historic Willemstad
Starts / Ends
Philipsburg / Willemstad
Activities
Archaeological Site Visits, Snorkeling, Small Ship Sailing, Wildlife Viewing
Activity Level
Variable
Experience a 9-day Caribbean cruise aboard the Sea Cloud Spirit. Depart from St. Maarten and sail to stunning destinations including Îles des Saintes, St. Lucia, the Tobago Cays, Grenada, and Bonaire before disembarking in Curaçao. Enjoy historic ports, coral reefs, and volcanic landscapes along the journey.
Cruise Details
0
25-29 of 29 Results

We do the homework for you.

Talk with an expert trip planner 800.344.6118

Plan My Trip
Kevin Moore employee headshot
Kevin M.
Wander the white-sand beaches of St. Johns on your Virgin Islands cruise
Caribbean

Chat Lesser Antilles with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

Rewards That Go Further

Secure your 5% Past Traveler Rewards across a wide range of ships and destinations - not a single brand and not just cruises.

More Value.

Receive personal attention and concierge-level service for the same cost as booking direct. Gain access to exclusive rates, perks, and insider expertise on how to maximize the value for your dollar.

Unbiased Cruise Expertise

We're not tied to any one cruise line, so you receive honest guidance on the best ship and itinerary for you—not a sales pitch.

As Featured In

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.